Buying Online Businesses Podcast

Yury Byalik, a seasoned growth marketer with over 15 years in the digital business sphere, shares his wealth of knowledge in digital acquisitions. He discusses his pivotal role at Onfolio Holdings and highlights the crucial mistakes to avoid when buying businesses. Yury explains effective growth strategies, the importance of due diligence, and how AI has recently impacted valuations. He emphasizes patience in acquisition choices and the risks of relying on single revenue streams, making this conversation a goldmine for aspiring digital investors.

In this episode of the BOB Podcast, Jaryd Krause sits down with Nick Bradley, a world-renowned author, speaker, and business growth expert known for helping entrepreneurs, business leaders, and investors build, scale, and sell high-value companies. Nick brings more than a decade of Private Equity experience to the conversation. Throughout his career, he has completed over 50 acquisitions, sold 26 businesses, created over $5 billion in value, and played key roles in three exits exceeding $1 billion each. His expertise offers a rare, behind-the-scenes look at what it truly takes to buy, integrate, grow, and exit companies at scale. In this episode, listeners will learn: 💡 The criteria first-time acquirers should focus on 🔧 Nick’s Squared Management System—the four pillars and 40 essential elements that create a solid management foundation 🤝 How to merge two businesses, how long integration takes, and the steps involved in acquiring for growth 🧠 The mindset required for those building a portfolio through acquisition 📈 The characteristics of successful portfolio builders, including why “boring” businesses often become the most profitable For anyone considering growth through acquisition or curious about how seasoned investors strategically scale companies, this episode provides the insights and frameworks needed to navigate the world of M&A with confidence.   Episode Highlights 02:10 –  Why Founders Struggle? 04:41 – Strategic vs. Financial Value: Understanding "The Buyer’s Math"  07:00 – Build Your Business To Be Sellable 09:21 – What PE Firms Do Differently: Discipline, Detachment & Focus   Key Takeaways ➥ Most founders misunderstand what truly drives business value. They tend to focus on revenue or profit, but in reality, those are only about 40% of the valuation—60% comes from operational, strategic, and structural factors that founders often overlook. ➥ Sophisticated buyers play a different game. Private equity firms and large acquirers buy and sell companies constantly. They know the rules, the metrics, and the process far better than most founders who are going through a once-in-a-lifetime sale. ➥ Value is based on the buyer’s math, not the seller’s. Strategic buyers care about customer bases, distribution, systems, capability, geographies, and integration potential, not just financial performance. Founders must understand what their business is worth to the buyer. ➥ A business should always be built to be sellable—even if you never sell. A well-built business creates freedom, independence, and optionality. When a sale opportunity comes, you’ll be in the best position to maximize value. ➥ Private equity excels because of emotional detachment and absolute focus. PE firms operate with military-level discipline—no emotional decision-making, full clarity on end goals, and a strict focus on executing a plan that increases value fast. This contrasts with founders who are often emotionally attached to their business.   About Nick Bradley Nick Bradley is a world-renowned author, speaker, and business growth expert who works with entrepreneurs, business leaders, and investors to build, scale, and sell high-value companies. After spending a decade in Private Equity, Nick has seen the ups and downs of business growth and the key challenges that impact business performance. During that time, he completed over 50 acquisitions, sold 26 businesses, and created over $5bn in value. He has personally been involved in 3x exits valued at over $1bn each. Nick believes that scaling and eventually selling your business isn’t a “game of chance”. With guidance and support, your business can navigate the complexities of markets, scale efficiently, attain business goals that match your vision, and achieve an outstanding exit that reflects the hard work you have invested in your journey. He also believes in leveling the playing field with sophisticated buyers, such as Private Equity, equipping business owners with the strategies and tools to compete in the fierce world of M&A … and win the game.   Connect with Nick Bradley ➥Nick’s LinkedIn: linkedin.com/in/realnickbradley ➥ Exit Your Business For Millions - Download This Guide: https://go.highvalueexit.com/opt-in    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Think a million-dollar online business is out of reach?  The real barrier isn’t the price—it’s everything you don’t see coming before you even sign. In this solo episode, Jaryd Krause pulls back the curtain on the part of buying a 7-figure business that almost nobody talks about—the real costs, the real timelines, the real competition, and the parts of the process that can quietly wreck your deal long before you ever get to the closing table. Most people assume a $1M acquisition is simple math:Find the business, put down the deposit, sign some papers, done. But behind every one of those deals are fees, structures, advisors, lenders, deadlines, and expectations that—if you’re not prepared—will eat your budget and your sanity alive. Here’s what Jaryd gets into: 📌 The actual line-item expenses of buying a 7-figure business (legal, advisors, due diligence,  escrow, lender fees—yes, all of it) 📌Why doing a smaller deal doesn’t necessarily make anything easier and why some “cheap” deals cost more in mistakes 📌How the right deal structure can turn upfront costs into credits that reduce what you owe at closing 📌 The role of buyer-side advisors —what they charge, what they’re worth, and when you shouldn’t hire one 📌 The hidden criteria lenders use to judge your deal that most buyers don’t even know they’re being evaluated on 📌 Why timelines are never linear and competition is always sharper at the top 📌 The mindset traps that sabotage buyers and how patience becomes the most profitable strategy you have   Jaryd doesn’t dress it up. He walks you through the real picture—what it costs, what’s negotiable, what’s risky, and what will give you an edge when everyone else is rushing and guessing. If you’ve ever wondered whether you can actually afford a million-dollar acquisition, consider this your roadmap—and your reality check. 🎧 Plug in. This one will change the way you look at buying a business.     Episode Highlights 01:15 – Differences between sub-$500K deals vs seven-figure acquisitions 02:24 – Key costs when buying a seven-figure business 04:52 – Why do you need a specialized M&A lawyer? 07:13 – How to structure legal packages for letters of intent, asset purchase agreements, and contract due diligence 16:56 – Why larger businesses can be easier to acquire despite higher costs, and how cash flow impacts returns 19:22 – How long it can take to close a seven-figure business deal and factors affecting timing 21:40 – Cash vs. financed deals: the impact on negotiation power and deal structure 23:55 – Setting realistic expectations and why compounding small wins builds confidence in acquisitions 26:17 –  Why do you need to work with experts?     Key Takeaways ➥ Legal fees for M&A lawyers usually run 1–2% of the deal, and using an experienced online business acquisition lawyer is essential. ➥ Finance broker fees range from $5K–$10K, with SBA or lender fees around 3.5–3.75% of the financed amount, often rolled into the loan. ➥ Buyer-side advisors (3–8% of deal size) can review due diligence, advise on deal structure, negotiate, and sometimes source pre-vetted businesses. ➥ Due diligence packages ($5K–$40K) and escrow (~1% of acquisition) are key costs, but many upfront fees can be credited toward your deposit. ➥ With smart planning, many upfront costs—legal, advisor, and broker fees—can be credited toward your deposit, allowing acquisition with just 10% cash down. ➥ The larger the business, the more leverage you have, and the more stable the cash flow. Entry costs scale, but ROI potential often increases with size. ➥ Acquisition timelines vary widely—sometimes months, years—depending on market availability, acquisition criteria, and competition. Patience is key. ➥ Set realistic expectations. Overly ambitious goals or standards can harm mindset and decision-making. Compounding small wins builds confidence and sustainable success.  Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAm ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Ray Drew, an SBA lending expert and Managing Director at Truliant Federal Credit Union, shares his wealth of knowledge on navigating SBA loans for online business acquisitions. He debunks common misconceptions, especially myths about no-money-down deals, and discusses how your loan structure can impact approval. Ray highlights the intricacies of interest rates and the evaluation process by lenders, revealing hidden pitfalls that could derail potential deals. His insights are invaluable for anyone looking to finance a business successfully.

Most people guess marketing tricks—but Andri Sadlik knows the shortcuts, the pitfalls, and the moves nobody talks about. In this episode, Jaryd Krause sits down with Andri Sadlik, a pro at scaling SaaS, AI, and e-commerce businesses. Andri launched his first business and exited successfully. After that, he scaled multiple Amazon FBA brands from $100K a year up to $1M, and finally over $10M. No gimmicks, no luck—just carefully built systems, a strategy that makes sense, and teams that execute like clockwork. He’s also the co-founder of ProductPinion, a SaaS company he’s planning to exit, and has been featured in top media outlets for his expertise in scaling businesses. In this conversation, you’ll hear how he: 🚀 Built and sold his first business—without repeating rookie mistakes 🚀 Survived a broker nightmare—and came out ahead 🚀 Took Amazon brands from $100K → $1M → $10M+ 🚀 Created influencer programs that generate real ROI 🚀 Scales multiple businesses by connecting teams, systems, and plans Andri shares the challenges, the wins, and the step-by-step strategies that helped him grow an impressive portfolio of businesses. If you want actionable insights on scaling, selling, or acquiring e-commerce businesses, this conversation is packed with value. Tune in and learn how to take your business from 0 to 8-figures—and avoid the mistakes that can cost you big.   Episode Highlights 01:04 – How Andri sold his 3-year-old Amazon FBA business in 2020 03:07 – How to vet brokers carefully 07:30 – How to prep for business exit prep 12:58 – The post-acquisition success story 16:41 – How to bring new customers with minimal effort while complementing existing PPC spend. 23:06 – Secret hack for driving real conversions. 27:36 – Why experience matters   Key Takeaways ➥ Selling a business isn’t just about the exit—it’s about preparation. Optimizing operations, cleaning up books, and systemizing processes can dramatically increase value before you sell. ➥ Choosing the right broker is critical. Some may prioritize buyers over sellers, so triple-check their process and talk to previous clients to avoid surprises. ➥ Price smart: list slightly higher than you expect to sell. Buyers usually negotiate down, and a higher starting point protects your upside. ➥ Post-acquisition growth thrives on systems and expertise. Optimizing listings, ads, inventory, and operations can double revenue—even for a brand bought for “super small” amounts. ➥ Recurring purchase models are gold. Consumable products, repeat buyers, and brand loyalty can accelerate growth faster than flashy campaigns. ➥ Leveraging influencer programs strategically—segmenting creators, VIPs, and deal groups—can drive 11%+ of sales without heavy spend. ➥ Continuous experimentation, collaboration, and smart use of customer feedback unlock unexpected growth. Even small tweaks to processes or partnerships can massively scale results.   About Andri Sadlak Andri Sadlak is the Head of Product & Strategy leader with a track record of building and scaling SaaS, AI, and e-commerce businesses. Scaled  8-figure portfolio, co-founded a Saas company called ProductPinion, and has featured in many media publications talking about scaling online businesses..   Connect with Andri Sadlak ➥ https://www.linkedin.com/in/sadlak/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Chanakya Yerneni, founder and CEO of EssayGrader AI and former senior product marketing manager at OpenText, shares his journey of transforming a SaaS business from $5K to $80K in monthly revenue in less than a year. He reveals key strategies like leveraging customer feedback for product development and focusing on businesses with growth potential rather than passive income. Chan emphasizes spotting red flags in acquisition deals and adopting an inside-out growth approach, leading to customer-driven expansion and impressive scaling results.

It’s not the numbers that make a business thrive—it’s the people, the trust, and the purpose behind it. In this revealing episode, Jaryd Krause sits down with Antoine Minoux, Principal Product Designer at Yelp and a serial entrepreneur who has founded, grown, and sold multiple successful SaaS ventures, including Improvmx and VoilaNorbert. Together, they unpack what really happens behind the scenes of buying, scaling, and selling online businesses—and the emotional intelligence required to do it right. Antoine shares his candid reflections on navigating acquisitions, from spotting undervalued opportunities to balancing multiple ventures and knowing when it’s time to sell. They explore how trust and transparency form the foundation of any successful deal, why valuation isn’t just about numbers, and how emotional awareness can be the difference between a smooth exit and a painful one. Through Antoine’s firsthand experiences, this conversation provides a roadmap for entrepreneurs looking to grow not just through innovation but through strategic acquisition and authentic relationships. Together, they explore: ✔️ Why buying an existing business can be less risky than starting from scratch✔️ The emotional and relational side of business acquisitions most founders overlook✔️ How to balance multiple ventures without losing clarity or momentum✔️ The right way to approach valuation and negotiation in SaaS deals✔️ Lessons learned from multiple exits—and why selling doesn’t always mean letting go Whether you’re an aspiring acquirer, a seasoned founder, or somewhere in between, this episode will challenge how you think about growth, exits, and the role of trust in entrepreneurship. 🎧 Tune in to discover how Antoine Minoux built and exited multiple SaaS businesses by combining strategic thinking with human-centered design—and how you can too.   Episode Highlights 02:50 – Why acquisition can outperform starting from scratch: understanding risk reduction and leveraging proven systems for faster growth. 08:24 – Lessons from multiple exits: what Antoine learned about timing, valuation, and emotional readiness. 16:23 – Knowing when to sell: the strategic and personal factors that influence exit decisions. 19:26 – Balancing multiple ventures: how to manage creative energy, focus, and burnout when running several businesses. 22:02 – Smart valuation strategies: combining upfront cash flow with future performance for sustainable exits. 24:44 – Evolving as an entrepreneur: how experience shapes acquisition instincts and strategic clarity. 29:52 – Redefining the meaning of an exit: why selling a business doesn’t always mean walking away from your vision.   Key Takeaways ➥ Buying an existing business often offers a safer and faster path to success than starting from zero. ➥ Trust and transparency aren’t just values—they’re strategic advantages in high-stakes transactions. ➥ Emotional awareness is critical during acquisitions and exits; ego-driven decisions can destroy deals. ➥ A great valuation balances immediate returns with long-term performance and relationships. ➥ Experience in your industry dramatically improves your ability to identify and grow profitable opportunities. ➥ Exiting a business can be a transformation, not a goodbye—many founders stay involved in new, more strategic ways. ➥ Growth through acquisition requires both strategic thinking and emotional intelligence—one without the other leads to imbalance.   About Antoine Minoux Antoine Minoux is a Principal Product Designer at Yelp and an Indiepreneur currently living and working in Hamburg. He successfully founded, designed, grew, and sold multiple bootstrapped SaaS companies like Voilanorbert.com and Improvmx.com. He is now working on Fernand, the ultimate custom messaging tool for modern SaaS.   Connect with Antoine Minoux ➥ https://www.linkedin.com/in/antoineminoux/  ➥ ww.getfernand.com - Link to Ep 339 with Matthew Tse, the Acquirer of ImproxMX   Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Cloud Ways (Website Hosting) - https://bit.ly/40tjyjG ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Business success isn’t just about buying the right company—it’s about building the right foundation. In this insight-packed episode, Jaryd Krause sits down with Brian and John, two entrepreneurs who’ve mastered the art of acquiring and scaling online businesses through mentorship, strategic planning, and sustainable growth. From their first steps into e-commerce to managing complex acquisitions, Brian and John share how having the right mentor, team, and financial structure can make or break a deal. They pull back the curtain on what it really takes to grow an online business—revealing how patience, education, and teamwork pave the way for long-term success in a fast-changing digital economy. Together, they unpack: ✔️ The role of mentorship in accelerating business growth and confidence✔️ How to build diverse revenue streams that stabilize your portfolio✔️ Financial planning fundamentals every buyer needs before acquisition✔️ Why a strong team and legal support system are non-negotiable✔️ The mindset shift from “buying a job” to “owning a business”✔️ How customer feedback fuels innovation and operational improvement✔️ Building systems that scale—and keep your business sustainable Through candid reflections and hard-won lessons, Brian and John offer a blueprint for entrepreneurs who want to expand strategically while avoiding the burnout and chaos that often follow growth. Whether you’re an aspiring buyer or already running multiple online ventures, this episode will equip you with the mindset and structure to scale with confidence. 🎧 Tune in to learn how to design your business for growth, master your numbers, and build a team that frees you to focus on your next big move.   Episode Highlights 05:31 – Navigating acquisitions: lessons learned from evaluating, negotiating, and structuring successful deals. 08:26 – Building your inner circle: why legal, financial, and operational support are essential for scaling. 11:23 – Overcoming acquisition hurdles: managing uncertainty, setbacks, and the emotional rollercoaster of business buying. 22:39 – Planning ahead: aligning goals, systems, and strategy for sustainable expansion. 34:30 – Systems thinking: creating repeatable processes that build resilience and scalability. 35:19 – The power of partnership: how trust and complementary skills strengthen business outcomes. 38:25 – Hard-won wisdom: advice for first-time buyers on patience, preparation, and perspective. 41:00 – Education as an edge: how continuous learning fuels smarter investments and growth. 48:12 – The road ahead: building a sustainable, diversified business portfolio with long-term impact.   Key Takeaways ➥ Mentorship accelerates mastery. The right guidance can save years of trial and error. ➥ Understand your numbers. Financial clarity is the foundation of every successful acquisition. ➥ Build systems, not chaos. A strong operational structure allows growth without burnout. ➥ Customer feedback is your compass. Listening to your audience drives smarter innovation. ➥ Teamwork scales success. A capable team frees you from the daily grind and fuels sustainable growth. ➥ Stay curious. A beginner’s mindset keeps you adaptable in an evolving e-commerce landscape.   About John & Brian John & Brian are BuyingOnlineBusinesses.com graduates, online business owners, and acquisition entrepreneurs. They have a high 7-figure ecommerce business and also acquired another 7-figure online business with Jaryd Krause as their M&A advisor to add to their portfolio of businesses. They are achieving great things and have even bigger goals that they are well on their way to achieving through business acquisition and growth.    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Buying a business is one thing—but knowing how to actually grow it is where the real challenge (and opportunity) begins. In this episode, Jaryd Krause chats with Matthew Person, a corporate strategist, investor, and M&A expert who’s mastered the art of scaling through acquisition. With experience across investment banking, corporate development, and private equity, Matthew knows what it takes to turn good businesses into great ones. He’s the mind behind the Square Management System, a framework built to help entrepreneurs align culture, structure, and strategy so growth happens seamlessly—not chaotically. In this episode, you’ll learn: ✔️ Why understanding customer lifetime value is more important than acquisition cost✔️ How pricing and packaging decisions influence business scalability✔️ What makes the Square Management System a powerful tool for growth✔️ The critical role of cultural fit in M&A integration✔️ How to manage different revenue types and their impact on valuation✔️ Why boring businesses often yield the best returns✔️ The common integration challenges—and how to plan for them✔️ What successful portfolio builders do differently from the rest Jaryd and Matthew break down the real drivers of business success, from understanding customer lifetime value and pricing strategy to building systems that make integration smooth and scalable. Whether you’re eyeing your first acquisition or managing a growing portfolio, this episode shows you how to scale smarter, not harder. 🎧 Tune in to learn how to build, buy, and scale businesses the smart way—through systems, strategy, and structure.   Episode Highlights 09:17 – The Square Management System: Matthew’s proven framework for scaling businesses through structure, culture, and alignment. 14:10 – Lessons from investment banking: insights on spotting hidden value and capturing upside in every deal. 18:52 – Smarter deal structures: balancing growth potential with risk mitigation to protect your investment. 21:15 – The magic of recurring revenue: how predictable income streams boost valuation and stability. 23:38 – The art of integration: navigating the human and operational challenges that make or break acquisitions. 29:05 – Culture as the glue: why cultural fit is essential for seamless post-acquisition success. 33:37 – Scaling through systems: how effective management systems create control, consistency, and scalability. 37:38 – Portfolio builders’ mindset: the habits and principles of investors who consistently grow thriving portfolios. Key Takeaways ➥ Growth by acquisition starts with deep customer and market understanding, not spreadsheets. ➥ Retention drives profitability—a loyal customer base is the real engine of value. ➥ A clear pricing strategy can multiply growth potential without new customers. ➥ Culture eats strategy for breakfast—successful integrations start with people, not processes. ➥ Investment banking experience gives you the lens to structure smarter, safer deals. ➥ Different revenue types (recurring, transactional, hybrid) shape how your business is valued and scaled. ➥ The Square Management System offers a blueprint for scaling operations across multiple brands.   About Matt Person Matt Person is a seasoned corporate strategist, investor, and M&A expert with over 25 years of experience helping companies build and capture enterprise value. Currently SVP of Corporate Development at Quickbase (a Vista Equity-backed SaaS platform), he also founded Town Square Advisors, where he created the Square Management System: a proprietary framework that drives high performance through alignment, culture, and organizational design built on constrained independence.  Prior, he led global corporate development, deal execution, and growth strategy for enterprise SaaS firms like IDG and Green Street Advisors, as well as worked in investment banking and strategy consulting. Matt combines deep technical and financial expertise with operational leadership and a passion for building winning teams. On this episode of the Buying Online Businesses Podcast, he shares how you can not only buy and scale online businesses, but also structure them and your own mindset to replace your income and craft a life of freedom.   Connect with Matt Person  ➥ www.townsquare-advisors.com   Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Success in business isn’t just about strategy—it’s about mindset. In this performance-driven episode, Jaryd Krause sits down with Itamar Marani, one of the world’s leading high-performance mindset coaches, to unpack why so many entrepreneurs unknowingly sabotage their own success when buying, growing, or scaling online businesses. A former Israeli Special Forces operative, the youngest federal agent and air marshal in Israel’s history, and a Brazilian Jiu-Jitsu black belt, Itamar has coached hundreds of six to nine-figure entrepreneurs, executives, and elite athletes to break through mental barriers, eliminate self-sabotage, and operate at their peak under pressure. His clients have exited companies for nine figures, raised hundreds of millions in capital, and ranked among the top performers in their industries. Together, Jaryd and Itamar dive deep into the psychology of performance, exploring: ✔️ The three biggest bottlenecks holding entrepreneurs back from success✔️ How to identify the most direct path to your goals—and stay on it✔️ The top three performance traps that stop business owners from scaling✔️ Why even experienced buyers struggle after acquisition—and how to fix it Through real-world examples from Itamar’s military and coaching experience, you’ll discover how to spot the patterns of self-sabotage that quietly derail deals, limit growth, and block financial freedom. Whether you’re preparing to buy your first online business, scale an existing one, or build a portfolio, this episode reveals the mindset frameworks that separate high performers from those stuck in perpetual struggle. 🎧 Tune in to learn how to master your mental game, eliminate hidden obstacles, and finally unlock the success that’s been just one step away.   Episode Highlights 02:41 – The most direct path to success: identifying high-leverage actions instead of chasing complexity or distractions. 08:12 – Common success killers: self-sabotage, procrastination, and the subtle traps that derail high performers. 13:51 – The fear of not being ready: unpacking the mindset that stops many entrepreneurs from taking bold action. 24:26 – Balancing emotional comfort with the uncertainty of growth and why detachment is a key entrepreneurial skill. 30:08 – Performance traps: the myth of “working harder” and how the go-harder mentality leads to burnout. 37:41 – Strategic approaches to business growth: recognizing emotional bottlenecks that limit scale.  48:08 – The mindset mastery framework: practical tools to overcome internal blocks and build resilience.   Key Takeaways ➥ The biggest limiting belief in business is the “I’ll be ready once…” mindset. You already have what you need to take the next step. ➥ Identify your most direct path to success by asking, “What would someone else—less skilled or experienced—need to do to achieve this goal?” ➥ Emotional detachment is a superpower; it helps you make clear decisions without fear or bias clouding judgment. ➥ Seeking approval is deeply human, but when unmanaged, it leads to poor negotiations, people-pleasing, and self-sabotage. ➥ Performance traps like “just push harder” often backfire. Sustainable success requires rest, recovery, and self-awareness. ➥ Self-sabotage isn’t a flaw—it’s a signal. The key is understanding which mental model or emotional loop is driving your decisions.   About Itimar Marani Itamar Marani Itamar Marani is regarded as one of the top performance and mindset coaches in the world. He’s a former Israeli Special Forces operative, the youngest federal agent and air marshal in Israel’s history, a Brazilian Jiu-Jitsu black belt who’s competed at a world-class level, and a mentee of the Mossad’s chief psychologist.  He has since coached hundreds of 6–9 figure entrepreneurs, executives, traders, and pro athletes to break through performance plateaus, eliminate mental drag, and operate at their highest level under pressure. His clients have exited companies for nine figures, raised hundreds of millions of dollars, and entered top ten rankings in the world, among other results.   Connect with Itamar Marani  ➥ https://itamarmarani.com ➥ https://itamarmarani.com/book ➥https://buyingonlinebusinesses.com/ep-240-how-emotional-intelligence-is-your-secret-weapon-to-unlocking-your-greatest-potential-in-business-with-itamar-marani/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.